Toluene → 6-(3,5-Difluorophenyl)pyridine-3-carboxylic acid

HRID 602079노트

반응식

HRID 602079 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:21]=[CH:20][C:12]([C:13]([O:15]C(C)(C)C)=[O:14])=[CH:11][N:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.FC(F)(F)C(O)=O.C1(C)C=CC=CC=1>C(Cl)Cl>[F:8][C:6]1[CH:5]=[C:4]([C:9]2[CH:21]=[CH:20][C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=2)[CH:3]=[C:2]([F:1])[CH:7]=1

참가 물질

5

반응물 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 67070377Tert-butyl 6-(3,5-difluorophenyl)nicotinate

생성물 1

HCID 532230406-(3,5-Difluorophenyl)pyridine-3-carboxylic acid수율 74%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To tert-butyl 6-(3,5-difluorophenyl)nicotinate in DCM (80 mL) was added trifluroacetic acid (20 mL). After stirring at rt overnight, toluene was added (100 mL) and the solvent removed to give the crude product as a white powder. The solid was re-crystallized from MeOH to afford the title compound 1.269 g (74%) as a white solid. 1H NMR (400 MHz, DMSO-d6) □ ppm 9.16 (1H, d, J=1.7 Hz), 8.37 (1 H, dd, J=8.2, 2.0 Hz), 8.23 (1 H, d, J=8.2 Hz), 7.86-7.95 (2H, m), 7.36-7.47 (1H, m).

후처리

  1. customthe solvent removed
  2. customto give the crude product as a white powder
  3. customThe solid was re-crystallized from MeOH

출처 및 근거

ORD 기록
ord-0b7fad9aff424f5a99118ae4d36d991a
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902373B2

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